My Crossdressed Weddingsex Stories Stories

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Life and Time of Lady Vargos Ch. 01

by rik581 on Oct 3, 2018
Transsexuals & Crossdressers

I am in the process of reposting my stories. *** "The Life and Times of Lady Vargos" is the second book of the Martin Hastings adventures into a life of forced feminization. This story follows the feminization and marriage of a reluctant young man as he is forced to accept his fate as a male/bride, in a same sex marriage, arranged by his family. This stor...

Caught crossdressed

by Deedeesissyboy07 on Apr 22, 2025

Im home alone as my housemate is away with his girlfriend and not due home until tomorrow so yi am sitting at my dressing table looking at my newest purchase, a chastity cage a very small chastity cage as i wanted it tight, and a vibrating butt plug with a big purple crystal on the end. I've been a closet crossdresser for ever and have a huge collection of c...

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Lady In The House Ch. 06

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

From Part V Harry leant over me and kissed me full on the lips. "That was worth every penny; you are one hot nurse," he laughed. Harry grabbed a handful of my clean white skirt and wiped his cock on it. The silvery gleam of semen and KY jelly stained the fabric; there was also a faint trace of blood. Harry hitched up his pants and made for the door, tigh...

Life and Time of Lady Vargos Ch. 14

by rik581 on May 15, 2019
Transgender & Crossdressers

Chapter 14 "Friend or Foe" Martin sat on the bench with Darren in the garden trying to determine how this young man was going to take advantage of this situation for his own gain. What was his angle? Martin now believed that everybody had a reason or was being rewarded in some way for being near him. Martin wasn't sure how to approach the man. He hadn't...

Crossdressed by Hot Girls

by tgirlchrissy on Sep 16, 2017
Transsexuals & Crossdressers

While I was a senior in high school I had an experience I would never forget. I had a group of girls that I called my "Ladies" and I was always close with them, I even hooked up with 2 of the 6. One summer night there was going to be a party and they were all going so me and a couple of my friends were going to go too. Earlier that day I was hanging out with...

Lady In The House Ch. 08

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

"You!!!" Eddie screamed through the bars, then laughed. "Well done girls, quite a show, I really enjoyed that; and so did Michele obviously," he said snickering and pointing at the tent in the front of my skirt caused by the bulge of my slowly diminishing erection. "Ok fun's over; now get the fuck out of here while Mabel cleans the joint up for tomorrow ni...

Last Minute Crossdressed Sex

by Lovinhose on Sep 14, 2017
Transsexuals & Crossdressers

I like to write and share my experiences with the world, and I prefer writing about REAL experiences, thought at some point, as in the past, when I hit a 'dry spell' and have no true story to write, I will write a piece of fantasy fiction. I am happy to say, however, that this story, while nothing special, IS TRUE, and I am happy to share it with you all. Al...

Teen Boy Becomes a Girl for his BFF

by SissyKelly on Nov 23, 2017
Transsexuals & Crossdressers

Okay so this is the story of the first time I revealed my identity to someone I knew, this ended up being quite an important relationship in Kelly's life, so more stories from this will come! Names have been changed to protect the identities of everyone!! Let me know what you think and if you want to know mor stories from my life :) So Ryan went to my schoo...

Outdoor Liberation and Cuckolding

by Leighharding on Oct 15, 2017
Transsexuals & Crossdressers

After very nearly getting caught indulging my secret little hobby when my next door neighbour's daughter decided to step over the fence into my garden to look for her lost rabbit, I decided to renew the fence. I remember the feeling of horror realising what she'd have seen if she'd have turned around. A new fence has given me almost complete privacy and ye...

The Adventures of Joe the Pirate

by Noira on Sep 14, 2017
Humor & Satire

Author's note: warning, sarcasm ahead. Do not read if you are easily offended by stories that do not take themselves, or anything else, seriously. Written with the intent of getting as many Lit categories in one story as possible. — It was a brilliant day in Brilliantville, and Joe the Pirate sprawled out on his quilt, which happened to be made of various...